Hydrogen Sulfide → Thioformamido-diethylphosphonoacetic acid tert.-butyl ester

HRID 1390254ノート

反応式

HRID 1390254 の反応式
[SH2:1].[C:2]([O:6][C:7](=[O:19])[CH:8]([P:11]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])=[O:12])[N+:9]#[C-:10])([CH3:5])([CH3:4])[CH3:3]>O1CCCC1.[Cu]>[C:2]([O:6][C:7](=[O:19])[CH:8]([NH:9][CH:10]=[S:1])[P:11]([O:13][CH2:14][CH3:15])([O:16][CH2:17][CH3:18])=[O:12])([CH3:4])([CH3:3])[CH3:5]

参加物

5

反応物 2

HCID 402Hydrogen SulfideHCID 57315705HCID 57315705、化合物

生成物 1

HCID 86735044Thioformamido-diethylphosphonoacetic acid tert.-butyl ester

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 8028Tetrahydrofuran溶媒

実験手順

Dry hydrogen sulphide gas is passed for 10 minutes into a solution, cooled to 0° C., of 277 mg (1 mmol) of diethylphosphono-isocyanoacetic acid tert.-butyl ester in 5 ml of dry tetrahydrofurane (filtered through aluminium oxide). After adding a few crystals of copper-II acetylacetonate, the reaction vessel is closed and left to stand overnight at room temperature. The reaction mixture is filtered and the filtrate is evaporated in vacuo. The residue is chromatographed on silica gel thick layer plates with toluene/ethyl acetate, 1:1, and gives thioformamido-diethylphosphonoacetic acid tert.-butyl ester in the form of a colourless oil: IR spectrum (in methylene chloride): characteristic bands at 3.13; 3.35; 5.75; 7.01; 8.10; 8.70 and 9.75μ.

後処理

  1. customthe reaction vessel is closed
  2. waitleft
  3. filtrationThe reaction mixture is filtered
  4. customthe filtrate is evaporated in vacuo
  5. customThe residue is chromatographed on silica gel thick layer plates with toluene/ethyl acetate, 1:1

出典と根拠

ORDレコード
ord-05312055744e400686e8a7747af98f01
出典データセット
uspto-grants-1979_02
特許番号
US04138451

反応ノート

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